Literature DB >> 29799743

Highly Chemo- and Regioselective Vinylation of N-Heteroarenes with Vinylsulfonium Salts.

Mingwei Zhou1,2, Xuefei Tan2, Yimin Hu2, Hong C Shen2, Xuhong Qian1.   

Abstract

An efficient chemo- and regioselective N-vinylation of N-heteroarenes has been developed using vinylsulfonium salts. The reaction proceeded under mild and transition-metal-free conditions and consistently provided moderate to high yields of vinylation products with 100% E-stereoselectivity. This reaction is also highly chemoselective, and compatible with a variety of functional groups, such as -NHR, -NH2, -OH, -COOH, ester, etc.

Entities:  

Year:  2018        PMID: 29799743     DOI: 10.1021/acs.joc.8b00682

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  Bond-Forming and -Breaking Reactions at Sulfur(IV): Sulfoxides, Sulfonium Salts, Sulfur Ylides, and Sulfinate Salts.

Authors:  Daniel Kaiser; Immo Klose; Rik Oost; James Neuhaus; Nuno Maulide
Journal:  Chem Rev       Date:  2019-06-25       Impact factor: 60.622

2.  Stereoselective Direct N-Trifluoropropenylation of Heterocycles with a Hypervalent Iodonium Reagent.

Authors:  János T Csenki; Ádám Mészáros; Zsombor Gonda; Zoltán Novák
Journal:  Chemistry       Date:  2021-10-06       Impact factor: 5.020

3.  Vinyl Thianthrenium Tetrafluoroborate: A Practical and Versatile Vinylating Reagent Made from Ethylene.

Authors:  Fabio Juliá; Jiyao Yan; Fritz Paulus; Tobias Ritter
Journal:  J Am Chem Soc       Date:  2021-08-10       Impact factor: 15.419

  3 in total

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